Florida Keys Backyard Cuban‑Sandwich Spots Locals Crave

Discover the hidden gems of the Florida Keys where locals gather to indulge in authentic Cuban sandwiches. These nine spots offer a delightful blend of traditional flavors and island charm, making them cherished destinations for those in the know.

1. El Siboney Restaurant – Key West

El Siboney Restaurant – Key West
© elsiboneyrestaurant

Nestled in a residential area away from the bustling Duval Street, El Siboney Restaurant is a hidden treasure for Cuban sandwich lovers. Known for its unpretentious yet flavor-packed execution, their Cubano is a masterpiece of slow-roasted pork, ham, Swiss cheese, pickles, and mustard, perfectly pressed to perfection. Locals flock here for a slice of authentic Cuban flavor in a warm, welcoming atmosphere. It’s not just the taste but the experience that keeps patrons returning. A family-run establishment, El Siboney captures the essence of Cuba right in Key West. A must-visit for anyone seeking a genuine Cuban culinary experience.

2. 5 Brothers Grocery & Sandwich Shop – Key West

5 Brothers Grocery & Sandwich Shop – Key West
© Order Online

A cornerstone of Key West’s culinary scene, 5 Brothers Grocery & Sandwich Shop is a third-generation deli that has earned the love of locals. Famous for its classic Cubano, it features crusty-soft bread filled with juicy mojo pork, sharp mustard, and pickles. The charm of this place lies in its simplicity and authenticity. Many grab a sandwich to enjoy at nearby Fort Zachary Taylor, creating a perfect picnic scenario. This deli is more than just a place to eat; it’s a piece of Key West’s history and culture, serving sandwiches that echo the island’s vibrant, laid-back vibe.

3. Sandy’s Café – Key West

Sandy’s Café – Key West
© Arrival Guides

Operating out of a laundromat window, Sandy’s Café is an iconic spot known for its award-winning Cuban Mix. This sandwich is a delightful stack of ham, pork, salami, Swiss cheese, lettuce, tomato, pickles, mayo, and mustard, crafted with no frills and plenty of love. Since the mid-1980s, this no-frills local icon has been serving the community, and its charm lies in its simplicity and the friendly faces behind the counter. Sandy’s is a testament to how great food can come from the most unexpected places. A beloved fixture in Key West, it continues to win hearts and taste buds alike.

4. Cuban Coffee Queen – Key West

Cuban Coffee Queen – Key West
© The Wandering Hulasquatch

Cuban Coffee Queen, with its three charming locations in Key West, offers a unique twist on the traditional Cuban sandwich. Their Cuban Queen Mix swaps pork for mojo-marinated chicken, paired perfectly with their famed café con leche. Outdoor bench seating provides a casual and delightful spot for locals and visitors to grab a quick bite. This café is not just about sandwiches; it’s about the entire experience of savoring Cuban coffee and flavors in a relaxed setting. It’s a place where the island’s laid-back spirit meets culinary excellence, creating a memorable dining experience.

5. Ana’s Cuban Café – Key West

Ana’s Cuban Café – Key West
© Tripadvisor

Ana’s Cuban Café is where spice and tradition meet in Key West. Known for its spicy Cuban sandwich, which includes pickled jalapeños and habanero mayo, this deli offers more than just great food; it’s an experience. Watching your sandwich being assembled and pressed adds a visual treat to the culinary delight. It’s a meal and a show, showcasing the vibrant flavors of Cuba. The lively atmosphere, combined with the bold flavors, makes Ana’s a standout choice for anyone craving a bit of heat with their Cuban sandwich.

6. El Meson de Pepe – Key West

El Meson de Pepe – Key West
© www.elmesondepepe.com

Just steps from Mallory Square, El Meson de Pepe offers a flavorful Cuban experience. Serving up old-world Cuban recipes, it’s a casual spot where locals enjoy classic Cubanos alongside refreshing Cuban drinks. The atmosphere is vibrant, with colorful decor and a lively energy that mirrors the spirit of Key West itself. This restaurant is a beloved local haunt, cherished for its authenticity and the way it brings Cuban culture to life through its food and ambiance. It’s a taste of history and culture wrapped in a sandwich, inviting everyone to savor the essence of Cuba.

7. Blue Heaven – Key West

Blue Heaven – Key West
© The Infatuation

Blue Heaven is more than just a place to eat; it’s a vibrant part of Key West’s culinary and cultural landscape. Famous for its lively atmosphere and delectable Key lime pie, it also boasts a solid Cuban sandwich that is part of the full island experience. This café blends food with festive backyard-style charm, creating a unique dining environment. It’s where locals and visitors unite to enjoy the island’s flavors and festive spirit. Blue Heaven’s Cuban sandwich is a tasty part of this unforgettable experience, offering a slice of Key West’s culinary diversity.

8. Beyond Key West? Spread the Love

Beyond Key West? Spread the Love
© harborcafe90

Beyond the bustling streets of Key West, the love for Cuban sandwiches extends to towns like Marathon, Islamorada, and Key Largo. Here, locals often point to casual dockside and backyard cafés where culinary surprises await. With the occasional pulled-pork Cubano or mojo-infused gem, these spots offer a taste of the Keys’ extended food scene. Each sandwich tells a story of local flavors and community, capturing the essence of the Florida Keys. It’s a journey of taste that goes beyond tourist hubs, offering authentic culinary treasures.

9. Key West Harbor Resort’s Starboard Restaurant

Key West Harbor Resort’s Starboard Restaurant
© The Marker Key West Harbor Resort

For a unique twist on the Cuban sandwich, Key West Harbor Resort’s Starboard Restaurant offers a breakfast Cuban. Featuring hickory ham, fried egg, Swiss cheese, and potatoes on Cuban bread, it’s served poolside in style. This resort spot combines comfort with a culinary twist, making breakfast not just a meal but an experience. The tropical surroundings add to the charm, making each bite a reminder of the island’s beauty and laid-back lifestyle. It’s a delicious way to start the day, offering a different take on a beloved classic.

Publish Date: August 23, 2025

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